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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868956Generated: November 2, 2026

Diisopropylethylamine → HCID 178451286, compound

https://huagongshe.com/reaction/1868956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantGlycine tert-butyl ester hydrochlorideHCID 2725036—
ReactantHCID 67100171HCID 67100171—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 178451286HCID 17845128645.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of ethyl 7,8-difluoro-4-hydroxy-2-oxo-2′,3′,5′,6′-tetrahydro-4H-spiro[naphthalene-1,4′-pyran]-3-carboxylate (0.23 g, 0.68 mmol), tert-butyl 2-aminoacetate hydrochloride (0.14 g, 0.82 mmol) in 3 mL dioxane was treated with N-ethyl-N-isopropylpropan-2-amine (0.26 g, 2.0 mmol). The mixture was warmed to 120° C. and stirred for 1.5 hours. The mixture was cooled to room temperature, diluted with 20 mL H2O, and 100 mL EtOAc. The organic layer was separated, washed with 20 mL 1N HCl, saturated NH4Cl, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by column chromatography (10-20% EtOAc/hexane) to give 0.13 g white solid. MS m/e: (M+H)+ 424.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635715B2
Source datasetuspto-grants-2009_12
ORD IDord-6950fd0fb22b4758a20a3a75e1b3803f
Source noteuspto-grants-2009_12